3189-05-7

Basic information

• Product Name: 1H-indol-3-yl(pyridin-4-yl)methanone
• CAS NO: 3189-05-7
• Molecular Formula: C₁₄H₁₀N₂O
• Molecular Weight: 222.242
• Mol File: 3189-05-7.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 451°C at 760 mmHg
• Flash Point: 226.3°C
• Density: 1.283g/cm³
• Vapor Pressure: 2.53E-08mmHg at 25°C
• Refractive Index: 1.692
• CAS DataBase Reference: 1H-indol-3-yl(pyridin-4-yl)methanone(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-indol-3-yl(pyridin-4-yl)methanone(3189-05-7)
• EPA Substance Registry System: 1H-indol-3-yl(pyridin-4-yl)methanone(3189-05-7)

Safety Data

• Hazardous Substances Data: 3189-05-7(Hazardous Substances Data)

Usage

Derivative of indole and pyridine

Contains an indole group at the 1-position and a pyridine group at the 4-position

Usage in organic synthesis and pharmaceutical research

Acts as a building block or precursor for the synthesis of other chemical compounds

Potential pharmacological properties

May have applications in the development of new drugs and therapies

Use as a reference standard or analytical reagent

Utilized in laboratory settings for various analytical purposes

Upstream product

• 120-72-9 indole 
• 14254-57-0 4-(chlorocarbonyl)pyridine 
• 100-48-1 pyridine-4-carbonitrile 
• 39178-35-3 isonicotinoyl chloride hydrochloride 
• 102720-24-1 Indole-3-magnesium iodide 

Relevant articles and documents

Elucidation of the conformational properties of 3-pyridinoyl indoles as intermediates of cannabimimetics

The conformations of 3-pyridinoyl indoles, which are intermediates of 5-fluoropentyl-3-pyridinoyl indole, were investigated using their X-ray crystal structures. All derivatives existed as s-trans conformers. A pseudo-planar conformation was observed in the 2'-yl isomer of 3-pyridinoyl indoles. On the other hand, twisted conformations were observed in 3-pyridinoyl 2-methylindoles. The conformations of these compounds in solution were also investigated using VT-NMR.

Synthesis of 3-acylindoles by palladium-catalyzed acylation of free (N-H) indoles with nitriles

An efficient palladium-catalyzed synthesis of 3-acylindoles using free (N-H) indoles and nitriles has been developed. The acylation reaction proceeded well under the Pd(OAc)2/2,2′-bipyridine system and with d-(+)-camphorsulfonic acid as the additive. A possible mechanism involving carbopalladation of nitriles and subsequent hydrolysis of ketimines is proposed.